Six new diphenyl ethers (1–6) along with eleven known analogs were isolated from the ethyl acetate extract of a marine-derived Aspergillus sydowii guided by LC-UV-MS. Their structures were unambiguously characterized by HRESIMS, NMR, as well as chemical derivatization. Compounds 1 and 2 are rare diphenyl ether glycosides containing d-ribose. The absolute configuration of the sugar moieties in compounds 1–3 was determined by a LC-MS method. All the compounds were evaluated for their cytotoxicities against eight cancer cell lines, including 4T1, U937, PC3, HL-60, HT-29, A549, NCI-H460, and K562, and compounds 1, 5, 6, and 8–11 were found to exhibit selective cytotoxicity against different cancer cell lines.
structure elucidation, cytotoxicity, Aspergillus sydowii, diphenyl ethers, fungal natural product
NCBI PubMed ID: 30453472Publication DOI: 10.3390/md16110451Journal NLM ID: 101213729Publisher: Basel, Switzerland: Molecular Diversity Preservation International
Correspondence: Mou YH
; Dong Y ; Wang YN ; Wu Y ; Liu BY ; Bai J ; Yan DJ ; Zhang L ; Feng DQ ; Pei YH ; Hu YC
Institutions: State Key Laboratory of Bioactive Substance and Function of Natural Medicines, Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing, China, School of Life Science and Biopharmaceutics, Shenyang Pharmaceutical University, Shenyang, China, State-Province Joint Engineering Laboratory of Marine Bioproducts and Technology, College of Ocean & Earth Sciences, Xiamen University, Xiamen, China
Methods: 13C NMR, 1H NMR, TLC, FTIR, HPLC, UV, extraction, hydrolysis, CC, LC-ESI-MS, HR-ESI-MS, cytotoxicity assay, HMBC, MPLC, HSQC, optical rotation measurements